Purpose: This study aims to develop and evaluate A4, a generative AI agent (Adaptive Aptitude Assessment by AI for Nursing Students), designed to support undergraduate nursing students in matching their personal traits with suitable clinical roles. Method: An exploratory research design was used with 71 nursing students and 65 clinical nurses. Developed using ChatGPT-4, the A4 agent classified nursing roles, identified required personal traits, and generated adaptive test items. Perceived person–job fit was measured via survey, and the data were analyzed using descriptive statistics and independent t-tests. Results: Among students, 80.3% agreed that the A4 results represented their characteristics, compared with 69.2% of nurses. Nursing students had higher perceived aptitude–fit scores (2.99 ± 0.62) than nurses (2.74 ± 0.69), indicating a significant difference (t = 2.19, p = .030). Conclusion: The findings indicate that the generative AI-based adaptive assessment, which incorporated clinical scenarios, was perceived by nursing students and clinical nurses as a tool that represents personal traits. This suggests its potential to support personalized career guidance in nursing education and serve as a supplementary tool for clinical practicum orientation.